Month: October 2022

On April 30, 2001, Palmer, Andreas M.; Jager, Volker published an article.HPLC of Formula: 38838-06-1 The title of the article was Synthesis of glycosidase-inhibiting iminopolyols by Cope-House cyclization of unsaturated hydroxylamines. III. Pyrrolidine N-oxides by stereoselective addition of Grignard and lithium compounds to 4,5-dideoxy-2,3-O-isopropylidene-D-erythro-4-pentenose N-benzylnitrone and subsequent Cope-House cyclization. And the article contained the following:

The addition of Grignard reagents to D-erythro-4-pentenose N-benzylnitrone, which is easily accessible from D-ribose, furnishes ω-unsaturated hydroxylamines that readily undergo Cope-House cyclization to afford pyrrolidine N-oxides. The stereoselectivity of the addition step is altered by either employing organolithium compounds or Lewis acids as complexing agents. The pyrrolidine N-oxides obtained by this sequence serve as key intermediates in the synthesis of 2,5-disubstituted pyrrolidine-3,4-diols, both constituting new potential inhibitors of glycosidases. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).HPLC of Formula: 38838-06-1

The Article related to pyrrolidine oxide derivative stereoselective preparation, pyrrolidinediol derivative stereoselective preparation, hydroxylamine unsaturated cope house cyclization, grignard addition stereoselective dideoxyisopropylidenepentenose benzylnitrone, pentenose dideoxyisopropylidene benzylnitrone stereoselective grignard addition and other aspects.HPLC of Formula: 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On April 30, 2006, Gulla, Mahendra; Bierer, Lars; Schmidt, Stefan; Redcliffe, Leo; Jaeger, Volker published an article.HPLC of Formula: 38838-06-1 The title of the article was Bromocyclization of unsaturated oximes. Synthesis of five-membered cyclic nitrones (pyrroline n-oxides). And the article contained the following:

The cyclization of a ribose-derived pentenose oxime with various halogen electrophiles showed bromine to be the most effective reagent, leading to 80% of L-lyxo/D-ribo-pyrroline N-oxides in an 84:16 diastereomeric ratio. In order to explore the scope of this facile process, several other γ,δ-unsaturated oximes were submitted to this reaction. Depending on the substitution pattern, 23-87%, yields of pyrroline N-oxides of were registered. With α-allyl-β-keto ester oximes the alkoxycarbonyl group proved a similar (ethoxy) or even better (t-butoxy) trapping nucleophile, leading preferentially to the corresponding (bromomethyl)lactone oxime. With 2,2-dimethyl-3-butene aldoxime, the corresponding 3-bromopyrroline N-oxide was formed, due to a formal, unusual N-endo cyclization to the chain terminus. This was exploited for a new access to six-membered nitrones from a γ,δ-pentene aldoxime, with addition of Br/OH to the C=C of the 4-pentenal first, and oximation/cyclization following then. Example compounds (cyclic nitrones) thus prepared included derivatives of 3a,6a-dihydro-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyrrole, trans-2-(bromomethyl)-3,4-dihydro-3-phenyl-2H-pyrrole 1-oxide, 2,3,4,5-tetrahydro-5,5-dimethyl-3-pyridinol 1-oxide, etc. Presented in part at the 7th Conference on Iminium Salts (ImSaT-7) at Bartholomae/Ostalbkreis, Sept. 6-8, 2005. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).HPLC of Formula: 38838-06-1

The Article related to bromocyclization unsaturated oxime five member cyclic nitrone preparation, symposium bromination cyclization unsaturated oxime, cyclic nitrone pyrroline oxide preparation, unsaturated oxide bromocyclization lactonization cyclic nitrone, pyridine oxide cyclic nitrone preparation, indole oxide cyclic nitrone preparation, pyrrole oxide cyclic nitrone preparation and other aspects.HPLC of Formula: 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On April 29, 2016, Mattis, Clayton E.; Mootoo, David R. published an article.COA of Formula: C9H15IO4 The title of the article was A ring closing metathesis strategy for carbapyranosides of xylose and arabinose. And the article contained the following:

The synthesis of β-carba-xylo and arabino pyranosides of cholestanol is described. The synthetic strategy, which is analogous to the Postema approach to C-glycosides, centers on the ring closing metathesis of an enol ether-alkene precursor to give a cyclic enol ether that is elaborated to a carba-pyranoside via hydroboration-oxidation on the olefin. The method, which is attractive for its modularity and stereoselectivity, may find wider applications to carba-hexopyranosides and other complex cycloalkyl ether frameworks. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).COA of Formula: C9H15IO4

The Article related to c-glycosides role: rct (reactant), spn (synthetic preparation), ract (reactant or reagent), prep (preparation), cross-metathesis, disaccharides role: rct (reactant), spn (synthetic preparation), ract (reactant or reagent), prep (preparation), hydroboration, oxidation, ring-closing metathesis, steroidal glycosides role: rct (reactant), spn (synthetic preparation), ract (reactant or reagent), prep (preparation) and other aspects.COA of Formula: C9H15IO4

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem